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domestic eligible corporation that does
         S Corporations                    not have more than 100 shareholders,   Approval of an
                                           any shareholders that are not individuals
         Tax planning and                  (except for certain trusts, estates, and   S election by the
         considerations: S corporation     exempt organizations), or shareholders   IRS and/or a state
         targets                           who are nonresident aliens. Addition-
         Merger-and-acquisition (M&A) activi-  ally, the corporation cannot have more   jurisdiction does
                                                                                 not mean that S
         ties have not slowed down during the   than one class of stock. When a small
         past few years, including during the   business corporation chooses to become   corporation status
         COVID-19 pandemic. From govern-   an S corporation for federal income tax
                                                                                 remains safe and
         ment lockdowns to labor shortages,   purposes, it must file an election with
         rising inflation, and other events, the   the IRS using Form 2553, Election by a   sound forever.
         pandemic has taken a toll on businesses.   Small Business Corporation.
         M&A markets, however, have continued   Upon processing the election applica-
         to thrive as long as the price and, ulti-  tion, the IRS will issue a CP261 notice
         mately, the structure is right. S corpora-  confirming its approval of the S election   path when structuring the acquisition
         tions have been a popular entity choice   on the identified effective date. Certain   of the S corporation target. Buyers may
         for closely held and operated small busi-  state jurisdictions require an indepen-  acquire an S corporation in many ways.
         nesses and, more importantly, have been   dently filed S election application; state   Below are three basic scenarios for ac-
         targets in many M&A transactions both   S corporation election procedures vary   quiring an S corporation target.
         pre- and post-COVID-19.           from state to state. Owners of S corpo-  Scenario 1: A potential buyer
           A “small business corporation” can   rations should maintain documentation   meets the definition of an eligible share-
         elect S corporation status for federal   proving the validity of the S corporation   holder under Sec. 1361(b) and acquires
         income tax purposes. Sec. 1361(b) de-  status by maintaining the executed fed-  the stock of the S corporation from the
         fines a small business corporation as a   eral election, the CP261 notice, and any   existing shareholder(s).
                                           state S corporation election documenta-  Scenario 2: A potential buyer is an
                                           tion in their permanent files.    ineligible shareholder and attempts to
                                             Approval of an S election by the   negotiate with the seller(s) to either ac-
                                           IRS and/or a state jurisdiction does not   quire the assets of the business or, alter-
                                           mean that S corporation status remains   natively, acquire 100% of the stock of the
                                           safe and sound forever. The rules and   S corporation with a Sec. 338(h)(10) or
                                           requirements under Sec. 1361(b) must   Sec. 336(e) election, resulting in deemed
                                           be adhered to from the effective date of   asset purchase and sale treatment.
                                           conversion to S status until the company   Scenario 3: A potential buyer is an
                                           no longer desires to be an S corporation.   ineligible shareholder and is concerned
                                           Thus, if the company always intends   about the S status of the target for a va-
                                           to be treated as an S corporation, it   riety of reasons. Accordingly, the poten-
                                           must always follow the rules under Sec.   tial buyer opts for the seller to perform
                                           1361(b). The moment the company ad-  pre-planning F reorganization steps,
                                           mits an ineligible shareholder or creates   which ultimately leads to converting the
                                           a second class of stock, the S status is in   target into a disregarded entity (DRE)
                                           jeopardy and will most likely terminate,   under Regs. Sec. 301.7701-3(b)(1)(ii)
                                           at which point the company becomes a   that is owned by a newly formed S cor-
                                                                             poration. This scenario is also commonly
                                           C corporation for tax purposes.
     PHOTO BY SHELLY STILL/ISTOCK          tion’s S status is uncertain (e.g., the   remain a minority interest owner in
                                             Where the validity of a corpora-
                                                                             used when a buyer wants the seller to
                                                                             the business by rolling over a portion
                                           CP261 notice is not available, or activity
                                           between the S corporation and its share-
                                                                             of the seller’s existing equity while the
                                                                             buyer obtains a stepped-up basis in the
                                           holders reflects that there might be more
                                                                             underlying assets. This scenario follows
                                           than one existing class of stock) a poten-
                                           tial buyer may want to choose a different
                                                                             the guidelines set forth in Rev. Rul.
         www.thetaxadviser.com                                                                   May 2022 19
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